Potassium Carbonate → HCID 67275132, compound

HRID 1696924Notes

Reaction equation

HRID 1696924 reaction equation
[C:1]([N:5]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12](Cl)[N:13]=2)[C:8](=[O:16])[C:7]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:6]1)([CH3:4])([CH3:3])[CH3:2].[C:22]([O:26][C:27]([NH:29][CH:30]1[CH2:34][CH2:33][NH:32][CH2:31]1)=[O:28])([CH3:25])([CH3:24])[CH3:23].C(=O)([O-])[O-].[K+].[K+]>ClCCl>[C:22]([O:26][C:27]([NH:29][CH:30]1[CH2:34][CH2:33][N:32]([C:12]2[N:13]=[C:14]3[C:9]([C:8](=[O:16])[C:7]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:6][N:5]3[C:1]([CH3:4])([CH3:3])[CH3:2])=[CH:10][CH:11]=2)[CH2:31]1)=[O:28])([CH3:25])([CH3:23])[CH3:24]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 2757234tert-butyl N-(pyrrolidin-3-yl)carbamateHCID 86615483HCID 86615483, compound

Product 1

HCID 67275132HCID 67275132, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of Example 73C (0.19 g), 3-(tert-butoxycarbonylamino)pyrrolidine (0.344 g), and potassium carbonate (0.255 g) in dichloromethane (6.2 mL) was refluxed for 4 hours then cooled, stirred for 18 hours, diluted with dichloromethane (50 mL), washed with 0.1M HCl, saturated sodium bicarbonate, and brine, and dried (MgSO4), filtered, and concentrated; and the concentrate was recrystallized from diethyl ether.

Workup

  1. temperaturethen cooled
  2. washwashed with 0.1M HCl, saturated sodium bicarbonate, and brine
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customand the concentrate was recrystallized from diethyl ether

Sources & evidence

ORD record
ord-0f907112dc0f4d81868ba02a0e7770d6
Source dataset
uspto-grants-2012_04
Patent number
US08163769B2

Reaction notes

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